SU734206A1 - Method of preparing 8,10-isopropyl-2,3,6,7-tetrahydro-1h,5h-benzo-(i,j)-quinolysine - Google Patents
Method of preparing 8,10-isopropyl-2,3,6,7-tetrahydro-1h,5h-benzo-(i,j)-quinolysine Download PDFInfo
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- SU734206A1 SU734206A1 SU782586922A SU2586922A SU734206A1 SU 734206 A1 SU734206 A1 SU 734206A1 SU 782586922 A SU782586922 A SU 782586922A SU 2586922 A SU2586922 A SU 2586922A SU 734206 A1 SU734206 A1 SU 734206A1
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- USSR - Soviet Union
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- benzo
- tetrahydro
- isopropyl
- quinolysine
- preparing
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- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
Изобретение относитс к новому способу получени производного хнно лизина, который находит применение в качестве промежуточного продукта ДЛЯ синтеза фотопро вителей и биоло гически активных веществ. Известен способ получени 8,10-диалкил-2 ,3,6, 7-тетрагидро-1Н, 5Н-бензо (i,j)хинолизина, заключающийс в том, что 5,7-диалкилхинолин подве гают восстановлению в спиртовой среде металлическим натрием, полученный 5 ,7-диалкилтетрагидрохинолин выдел ют и затем ввод т во взаимодействие с триметиленхлорбромидом. Реакцию провод т в, течение 20 ч 1 Недостатками известного способа ЯВЛЯЮТСЯ многостадийнЪсть технологического процесса, применение взры воопасного и пожароопасного металлического натри . Цель изобретени - упрощение технологического процесса получени 8,10-ДИИЗОПРОПИЛ-2, 3,6 , 7-тегграгидр -1Н,5Н-бензо(i,j)хинолизина. Эта цель достигаетс способом получени указанного соединени , заключаюишмс в том, что 2,3,6,7-тетрагидро-1Н ,5н-бензо(i,j)хинапи подвергают взаимодействию с изопропиловьш спиртом в среде концентри рованной серной кислоты при 20-60 С и целевой продукт выдел ют обычныМи приемами . Пример 1.1,73 г (0,01 мопь) 2,3,6,7,-тетраридро-1Н,5Н-бензо(i,J) хинапизина и 2,40 г tO,04 моль) изопропилового .спирта каждый раствор ют в 15 МЛ 90%-ной серной кислоты. Раствор сливают, перемешивают и выдерживают при 60°С в течение 1 ч. Охлажденную реакционную смесь выливают в 25 МЛ ХОЛОДНОЙ воды, нейтрализуют водным раствором аммиака и экстрагируют эфиром. Полученные экстракты сушат твердой щелочью и эфир отгон ют . Выход 2,21 г (88%) кристаллического продукта светло-желтого цвета, содержащего 98,8% основного вещества - 8,10-диизопропил-2,3-6,7-тетрагидро-1Н .5Н-бензо(1,j)хинолизина , Т.пл. , Молекул рный вес определ ют криоскопическим методом. Вычислено; М - 257,421. Найдено: М - 256,726. Найдено, %: С 83,37; Н 11,29; N 5,34.The invention relates to a new process for the preparation of a derivative of khnno lysine, which finds use as an intermediate product for the synthesis of photoprocessors and biologically active substances. A method of producing 8,10-dialkyl-2, 3,6, 7-tetrahydro-1H, 5H-benzo (i, j) quinolysin is known, which consists in that 5,7-dialkylquinoline is reduced in an alcoholic environment by metallic sodium, the resulting 5, 7-dialkyltetrahydroquinoline is isolated and then reacted with trimethylene chlorobromide. The reaction is carried out in, for 20 hours. 1 The disadvantages of this method are the multistage process, the use of explosive and flammable metallic sodium. The purpose of the invention is to simplify the process of obtaining 8,10-DIIZOPROPIL-2, 3,6, 7-taggregidr -1H, 5H-benzo (i, j) quinolizine. This goal is achieved by the method of obtaining this compound, concluding that 2,3,6,7-tetrahydro-1H, 5n-benzo (i, j) quinapi is reacted with isopropyl alcohol in a medium of concentrated sulfuric acid at 20-60 ° C. and the desired product is isolated by conventional methods. Example 1.1.73 g (0.01 mp) 2,3,6,7, tetrarido-1H, 5H-benzo (i, J) quinapizin and 2.40 g tO, 04 mol) of isopropyl alcohol are each dissolved in 15 ML 90% sulfuric acid. The solution is poured, stirred and maintained at 60 ° C for 1 hour. The cooled reaction mixture is poured into 25 ML COLD water, neutralized with an aqueous solution of ammonia and extracted with ether. The extracts were dried with solid alkali and the ether was distilled off. The output of 2.21 g (88%) of a crystalline product of a light yellow color, containing 98.8% of the basic substance - 8,10-diisopropyl-2,3-6,7-tetrahydro-1H .5H-benzo (1, j) quinolysin, m.p. The molecular weight is determined by a cryoscopic method. Calculated; M - 257.421. Found: M - 256.726. Found,%: C 83.37; H 11.29; N 5.34.
.j NВычислено , %: С 83,83 Н 10,57;.j N Calculated,%: C 83.83; H, 10.57;
N 5,6.N 5.6.
Строение целевого продукта подтвеждено ПМР-спектром.The structure of the target product is confirmed by PMR-spectrum.
Пример 2,,Процесс ведут как указано в примере 1 в среде 95%-ной серной кислоты при в течение 10 ч. Выход 8, Ю-диизопропил-, -2,3,6,7-тетрагидро-1Н,5Н-6ензо- (1,j)хинолизина 90%.Example 2, The process is carried out as indicated in example 1 in an environment of 95% sulfuric acid for 10 hours. Yield 8, U-diisopropyl-, -2,3,6,7-tetrahydro-1H, 5H-6enzo- (1, j) quinolysin 90%.
Предлагаемый способ получени 8, Ю-диизопропил-2, 3,6 , 7-тетрагидро-1Н ,5Н-бензо(i,j)хинолизина позвап ет получать целевой продукт в однуThe proposed method for the preparation of 8, U-diisopropyl-2, 3,6, 7-tetrahydro-1H, 5H-benzo (i, j) quinolysin allows to obtain the target product in one
стадию, с хорошим выходом, в течение короткого времени.stage, with a good yield, in a short time.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU782586922A SU734206A1 (en) | 1978-03-06 | 1978-03-06 | Method of preparing 8,10-isopropyl-2,3,6,7-tetrahydro-1h,5h-benzo-(i,j)-quinolysine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU782586922A SU734206A1 (en) | 1978-03-06 | 1978-03-06 | Method of preparing 8,10-isopropyl-2,3,6,7-tetrahydro-1h,5h-benzo-(i,j)-quinolysine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU734206A1 true SU734206A1 (en) | 1980-05-15 |
Family
ID=20752045
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU782586922A SU734206A1 (en) | 1978-03-06 | 1978-03-06 | Method of preparing 8,10-isopropyl-2,3,6,7-tetrahydro-1h,5h-benzo-(i,j)-quinolysine |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU734206A1 (en) |
-
1978
- 1978-03-06 SU SU782586922A patent/SU734206A1/en active
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